Castiglione della Pescaia Vacation Packages 2025/2026 from $616

Castiglione della Pescaia flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Eurostars Florence Boutique

Historic Centre of Florence

$616

per person

Dec 9 - Dec 14

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Florence (FLR)

This hotel features a 24-hour gym and a rooftop terrace. Traveling on business? Take advantage of the business center and free WiFi in public areas. A terrace, express check-out, and a computer station are also on offer.

Aurum Uffizi

Historic Centre of Florence

$759

per person

Dec 17 - Dec 23

found 1 day ago

Roundtrip non-stop flight included

New York (NYC) to Florence (FLR)

Free WiFi in public areas, a terrace, and a garden are available at this hotel. Enjoy the free buffet breakfast each morning. A snack bar/deli and a safe deposit box are also provided.

Hotel Berchielli

Historic Centre of Florence

$1,010

per person

Dec 17 - Dec 23

found 1 day ago

Roundtrip non-stop flight included

New York (NYC) to Florence (FLR)

This hotel doesn't skimp on freebies - guests receive free buffet breakfast and free WiFi. Traveling on business? Take advantage of the 24-hour business center, laundry service, and airport shuttle. There's a bar/lounge on site, and a 24-hour front desk and laundry facilities are also provided.

Villa Tolomei Hotel & Resort

Oltrarno

$1,268

per person

Dec 31 - Jan 6

found 6 hours ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Florence (FLR)

This hotel features a restaurant, a gym, and a bar/lounge. Families will appreciate the onsite laundry facilities and babysitting. Enjoy the seasonal outdoor pool and free perks like buffet breakfast and free self parking.

Monastero di Cortona Hotel & Spa

Cortona Old Town

Save 100% on your flight

$1,103

per person

Nov 27 - Dec 3

found 6 hours ago

Roundtrip non-stop flight included

New York (NYC) to Florence (FLR)

A full-service spa and an indoor pool are featured at this luxury hotel. Enjoy the hot tub and free perks like full breakfast and WiFi in public areas. You'll appreciate the sauna, bar/lounge, and snack bar/deli.

Top Castiglione della Pescaia hotels deals

L'Andana

Tenuta La Badiola, Castiglione della Pescaia, GR

Free Cancellation

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This luxury hotel features an attached winery, a full-service spa, and 2 restaurants. There's fun for all ages with a free kid's club and mini golf, and complimentary bicycles are available on site. Enjoy the 2 outdoor pools and free perks like buffet breakfast and free self parking.

Pool

Hot Tub

Hotel L'Approdo

Via Ponte Giorgini 29, Castiglione della Pescaia, GR

Free Cancellation

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A restaurant and a bar/lounge are featured at this hotel. Traveling on business? Take advantage of the free WiFi in public areas and onsite conference space. Enjoy the free buffet breakfast each morning.

Breakfast included

Pet friendly

Girasole - Cozy, bright vacation apartment with pool, large garden near the sea

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A water park and an outdoor pool are featured at this apartment. A garden, laundry facilities, and barbecue grills are also on offer.

Pool

Washer

Cala del Porto Punta Ala

Via Cala del Pozzo, Castiglione della Pescaia, GR

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This hotel features 2 bars/lounges and a seasonal outdoor pool. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and free valet parking. Enjoy a meal from the restaurant and perks like free buffet breakfast and free self parking.

Pool

Breakfast included

Hotel Kinda

Via Ansedonia 21, Castiglione della Pescaia, GR

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This hotel features a bar/lounge, a coffee shop, and free WiFi in public areas. Enjoy the free buffet breakfast each morning. A terrace, express check-in, and a computer station are also on offer.

Breakfast included

Free WiFi

Cav Approdo

Via Ponte Giorgini 29, Castiglione della Pescaia, GR

Free Cancellation

Reserve now, pay when you stay

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A restaurant and a bar/lounge are featured at this guesthouse. Bring the family and enjoy the free kid's club, playground, and arcade/game room. There's no skimping on freebies - guests receive free buffet breakfast, free WiFi, and free self parking.

Breakfast included

Pet friendly

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Popular places to visit

Punta Ala Marina

Explore the waterfront in Punta Ala with a trip to Punta Ala Marina. Discover the countryside and spas in this relaxing area.

Golf Club Punta Ala

5/5(1 review)

Enjoy a round of golf in Punta Ala at Golf Club Punta Ala. Stroll along the marina or discover the area's countryside.

Vetulonia Ruins

Find out about the history of Castiglione della Pescaia when you spend time at Vetulonia Ruins. Stroll along the marina or visit the spas while you're in the area.

Frequently asked questions

How much are vacation packages to Castiglione della Pescaia?

You can find a great flight and hotel bundle for as low as $616. With one of our Travelocity vacation packages, a trip to Castiglione della Pescaia has never looked more irresistible! Save your time and cash and then start packing those bags.

Where can I get the best vacation package deals for Castiglione della Pescaia?

You'll find an amazing range of Castiglione della Pescaia package deals on Travelocity. With no less than 400 airlines and 1,000,000 worldwide properties, putting together your dream vacation will be a piece of cake.

Why should I book my Castiglione della Pescaia vacation package via Travelocity?

Travel is all about making cherished new memories and forgetting all your worries — which is why we have a friendly team of customer service experts on hand around-the-clock should you need them. On top of that, our Price Match Guarantee ensures you'll always get the best deal available on our terrific range of package deals. So what are you waiting for? There's no time like the present to secure that vacation you've always dreamed of.

Will I save money on my Castiglione della Pescaia car rental if I combine it with hotels and flights?

With a Castiglione della Pescaia vacation package, you can combine your hotel, car and flight bookings and save tons. If you're in the mood to uncover the best of this exciting city, why not check out St. Peters Basilica? This renowned attraction is 100 mi from Castiglione della Pescaia. With your own rental car, you'll be there in a jiffy.

What is the best time of year to go to Castiglione della Pescaia?

If you'd rather avoid expensive airfares, huge crowds and packed hotels, arrange your trip outside of May, June and August. The quietest time to travel around Castiglione della Pescaia is October, November and December. You'll find hotel rates are the highest in and the cheapest in .

What is there to do in Castiglione della Pescaia?

You'll sense a particular magic in the air as you stroll through the streets of Castiglione della Pescaia. Golf Club Punta Ala and Punta Ala Marina are just two landmarks that entice visitors to this wonderful city, so put them on your itinerary.

Where should I stay when visiting Castiglione della Pescaia?

If you're after a place to spend your nights, take a look at the Cav Approdo. It's the top choice for many travelers.